Welcome to Santa Cruz Biotechnology!

β-Lapachone (CAS 4707-32-8)

(Based on popularity)

Synonym:3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione
Application:A selective DNA topoisomerase I inhibitor
CAS Number:4707-32-8
Purity:≥98%
Molecular Weight:242.27
Molecular Formula:C15H14O3
Refer to Certificate of Analysis for lot specific data (including water content).
Set Currency

 Ordering Information
Product NameCatalog #UnitPriceQtyAddFavorites
β-Lapachone sc-200875 5 mg $70
β-Lapachone sc-200875A 25 mg $295
Description
β-Lapachone, a novel Topo I (topoisomerase I) inhibitor, does not stabilize the cleavable complex indicating a novel mode of action, unlike camptothecin (sc-200871). Apoptosis has been demonstrated in HL-60 and human prostate cancer cells treated with β-Lapachone via a p53-independent mechanism and cell cycle arrest at G0/G1,2. β-Lapachone has been observed to accelerate wound healing by increasing cell proliferation in cells such as: keratinocytes, fibroblasts and endothelial while also increasing the migration of fibroblasts and endothelial cells. β-Lapachone has exhibited anti-inflammatory properties by suppressing the NF-κB activation by blocking IκBα degradation and downregulating the ERK, p38 mitogen-activated protein kinase and Akt pathway.
Usage
Store, as supplied, at room temperature for up to 1 year. Store solutions at - 20°C for up to 3 months.
Technical Information
Physical State:Solid
Derived from:Synthetic
Solubility:Soluble in DMSO (>25 mg/ml) at 5 °C, ethanol (20 mg/ml), chloroform, and DMF.
Storage:Store at -20° C
Melting Point:~151-153 °C (dec.)
Boiling Point:~381.4 °C (lit.)(dec.) at 760 mmHg (unlabeled)(Predicted)
Density:1.25 g/cm3 (Predicted)
Refractive Index:n20D 1.60
Optical Activity:α20/D -43.9º, c = 2 in water
IC50:HIV-1 LTR: IC50 = 0.3 µM (human); HOS: IC50 = 1400 nM (human); MDA-MB-435 : IC50 = 0.06 ug.mL-1 (human); HL-60: IC50 = 1650 nM (human)
Safety and Reference Information
WGK Germany:3
RTECS:QL6127400
PubChem CID:3885
MDL Number:MFCD01712233
Beilstein Registry:0181499
SMILES:CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Planchon, S M., et al., 1995. Beta-lapachone-mediated apoptosis in human promyelocytic leukemia (HL-60) and human prostate cancer cells: a p53-independent response. Cancer research. 55(17): 3706-11. PMID: 7641180
2. Li, C J., et al., 1993. beta-Lapachone, a novel DNA topoisomerase I inhibitor with a mode of action different from camptothecin. The Journal of biological chemistry. 268(30): 22463-8. PMID: 8226754
3. Choi, Byung Tae., et al., 2003. beta-Lapachone-induced apoptosis is associated with activation of caspase-3 and inactivation of NF-kappaB in human colon cancer HCT-116 cells. Anti-cancer drugs. 14(10): 845-50. PMID: 14597880
4. Moon, Dong-Oh., et al., 2007. Anti-inflammatory effects of beta-lapachone in lipopolysaccharide-stimulated BV2 microglia. International immunopharmacology. 7(4): 506-14. PMID: 17321474
5. Kung, Hsiu-Ni., et al., 2008. In vitro and in vivo wound healing-promoting activities of beta-lapachone. American journal of physiology. Cell physiology. 295(4): C931-43. PMID: 18650264
6. Dong, Guang Zhi., et al., 2010. Beta-lapachone suppresses radiation-induced activation of nuclear factor-kappaB. Experimental & molecular medicine. 42(5): 327-34. PMID: 20200474
β-Lapachone (CAS 4707-32-8) Product Citations
See how others have used β-Lapachone (CAS 4707-32-8).


5 total citations
Loading citations.
SDS (MSDS)
Certificate of Analysis

Catalog Number

Lot Number

Related Product Categories